赖华
,
刘兴
,
朱小明
,
谭雄文
,
熊平生
,
李想
. 31P NMR在阻燃剂DOPO合成中的应用[J]. 波谱学杂志, 2017
, 34(1)
: 61
-68
.
DOI: 10.11938/cjmr20170108
The synthesis of flame retardant 9,10-dihydro-9-oxa-10-phosphaphen-anthrene-10-oxide (DOPO) involves many steps of chemical reactions, including esterification, Friedel-Crafts acylation, hydrolysis and dehydration. We analyzed the composition of the products from each of the steps with 31P NMR. The results were used to deduce the reaction routes and to optimize the reaction conditions. Based on the results, some key factors that may influence the yield and purity of DOPO were determined.
[1] OU Y X. Development trend of flame retardant abroad and suggestion on development of flame retardant industy in China[J]. Fine and Speciality Chemicals, 2003, (2):3-6. 欧育湘. 国外阻燃剂发展动态及对发展我国阻燃剂工业之浅见)[J]. 精细与专用化学品, 2003, (2):3-6.
[2] JIANG J Z, CAI C. Synthesis and application of a novel flame retardant intermediate DOPO[J]. Jiangsu Chemical Industry, 2004, 32(1):12-15. 蒋建中, 蔡春. 新型阻燃剂中间体DOPO合成与应用概述[J]. 江苏化工, 2004, 32(1):12-15.
[3] GU X Y. A pilot preparation of flame retardant DOPO[J]. Shanghai Chemical Industry, 2006, 31(9):14-16. 顾小焱. 阻燃剂" DOPO"的中试研究[J]. 上海化工, 2006, 31(9):14-16.
[4] CHEN X L, WANG X L. Synthesis of high-purity reactive flame retardant DOPO by one-pot method[J]. Plastic Additives, 2006, 1:23-27. 陈秀丽, 王新龙. "一锅法"合成高纯度反应型含磷阻燃剂DOPO[J]. 塑料助剂, 2006, 1:23-27.
[5] ZHANG X, MA H J, LI Y G, et al. Synthesis and investigation of flame retardant DOPO[J]. Journal of Hubei Univesity (Natural Science), 2014, 36(4):351-353. 张雪, 马会娟, 李永刚, 等. 反应型阻燃剂中间体DOPO合成研究[J]. 湖北大学学报(自然科学版), 2014, 36(4):351-353.
[6] WANG C S, SHIEH J Y. Synthesis and properties of epoxy resins containing 2-(6-Oxid-6H-dibenz <1,2> oxa-phosphorin-6-yl) 1,4-benzenediol[J]. Polymer, 1998, 39(23):5819-5826.
[7] 王欣欣, 夏敏, 孙凌刚. 气相色谱法测定DOPO主含量. 中国阻燃学会. 2006全国阻燃学术年会论文集)[C]. 北京, 2006.
[8] QIAN L J, TONG B, ZHI J G, et al. Improvement of sythetic technology of 9,10-Dihydro-9-oxa-10-phosphaphenanthrene-10-oxide[J]. Plastic Additives, 2006, (6):16-19. 钱立军, 佟斌, 支俊格, 等. 磷酸酯类阻燃剂DOPO合成工艺的改进[J]. 塑料助剂, 2006, (6):16-19.
[9] ZHANG X, LI Y G, MA H J, et al. Purity analysis of DOPO[J]. Chemistry & Bioengineering, 2014, 31(11):76-77. 张雪, 李永刚, 马会娟, 等. DOPO纯度的分析[J]. 化学与生物工程, 2014, 31(11):76-77.
[10] MA Q F, KANG H B, WANG L S. Synthesis of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide as a new flame retardant intermedate[J]. Advances in Fine Petrochemicals, 2002, 3(1):46-48. 马庆丰, 康惠宝, 王利生. 新型阻燃剂中间体9,10-二氢-9氧杂-10-膦杂菲-10-氧化物的合成精细石油化工进展[J]. 2002, 3(1):46-48.
[11] DU C T, ZHUANG D Q, SHI B. Synthesis of 1-hydroxyethylidene-1,1-diphosphonic acid (HEDP) monitored by 31P NMR[J]. Chinese J Magn Reson, 2015, 32(1):116-122. 杜成堂, 庄东青, 施波. 核磁共振磷谱在羟基亚乙基二磷酸合成中的应用[J]. 波谱学杂志, 2015, 32(1):116-122.
[12] SUN Q, YANG Q K, GONG S S, et al. An NMR study of phosphoramidon and its β-anomer[J]. Chinese J Magn Reson, 2014, 31(3):426-436. 孙麒, 杨庆昆, 龚珊珊, 等. 磷氨米酮及其β-端位异构体的NMR研究[J]. 波谱学杂志, 2014, 31(3):426-436.
[13] 叶汝汉. 含磷化合物核磁共振谱图的研究与应用[D]. 广州:广东工业大学, 2011.
